Betulin

AdipoGen Life Sciences
Product Code: AG-CN2-0476
CodeSizePrice
AG-CN2-0476-M250250 mg£52.00
Quantity:
AG-CN2-0476-G0011 g£94.00
Quantity:
Prices exclude any Taxes / VAT

Overview

Regulatory Status: RUO
Shipping:
Ambient
Storage:
Short Tem: +4°C, Long Term: +4°C

Images

1 / 1
Chemical Structure

Chemical Structure

Further Information

Alternate Names/Synonyms:
Betulinol; Trochol; NSC 4644
Appearance:
White solid.
CAS:
473-98-3
EClass:
32160000
Form (Short):
liquid
Handling Advice:
Protect from light.
InChi:
InChI=1S/C30H50O2/c1-19(2)20-10-15-30(18-31)17-16-28(6)21(25(20)30)8-9-23-27(5)13-12-24(32)26(3,4)22(27)11-14-29(23,28)7/h20-25,31-32H,1,8-18H2,2-7H3/t20-,21+,22-,23+,24-,25+,27-,28+,29+,30+/m0/s1
InChiKey:
FVWJYYTZTCVBKE-ROUWMTJPSA-N
Long Description:
Chemical. CAS: 473-98-3. Formula: C30H50O2. MW: 442.7. Isolated from Betulaceae family tree bark. Specific SREBPs (sterol regulatory element-binding proteins) inhibitor. Inhibits ER-Golgi translocation of SREBPs through binding to SCAP in an INSIG-dependent manner. Improves hyperlipidemia and insulin resistance and reduces atherosclerotic plaques. Lowers cholesterol levels through inhibition of SREBP-2 activation. Reduces weight gain and adipose tissue size in vivo. Increases oxygen consumption and energy expenditure. Increases UCP1/2 levels in brown adipose tissue (BAT) after cold stimulation. Anticancer compound. Apoptosis inducer. DNA topoisomerase II inhibitor. Anti-inflammatory compound. Shown to inhibit LPS-induced NO production through the TLR4/NF-kappaB signaling pathway. Antiviral compound.
MDL:
MFCD00016802
Molecular Formula:
C30H50O2
Molecular Weight:
442.7
Package Type:
Vial
Product Description:
Specific SREBPs (sterol regulatory element-binding proteins) inhibitor. Inhibits ER-Golgi translocation of SREBPs through binding to SCAP in an INSIG-dependent manner. Improves hyperlipidemia and insulin resistance and reduces atherosclerotic plaques. Lowers cholesterol levels through inhibition of SREBP-2 activation. Reduces weight gain and adipose tissue size in vivo. Increases oxygen consumption and energy expenditure. Increases UCP1/2 levels in brown adipose tissue (BAT) after cold stimulation. Anticancer compound. Apoptosis inducer. DNA topoisomerase II inhibitor. Anti-inflammatory compound. Shown to inhibit LPS-induced NO production through the TLR4/NF-kappaB signaling pathway. Antiviral compound.
Purity:
>98% (NMR)
SMILES:
[H][C@]12[C@@H](CC[C@]1(CO)CC[C@]1(C)[C@]2([H])CC[C@]2([H])[C@@]3(C)CC[C@H](O)C(C)(C)[C@]3([H])CC[C@@]12C)C(C)=C
Solubility Chemicals:
Soluble in DMSO, DMF or ethanol.
Source / Host:
Isolated from Betulaceae family tree bark.
Transportation:
Non-hazardous
UNSPSC Category:
Natural Products/Extracts
UNSPSC Number:
12352211
Use & Stability:
Stable for at least 2 years after receipt when stored at +4°C.

References

Screening of triterpenoids isolated from Phyllanthus flexuosus for DNA topoisomerase inhibitory activity: S. Wada, et al.; J. Nat. Prod. 64, 1545 (2001) | The synergistic effects of betulin with acyclovir against herpes simplex viruses: Y. Gong, et al.; Antiviral Res. 64, 127 (2004) | Inhibition of SREBP by a small molecule, betulin, improves hyperlipidemia and insulin resistance and reduces atherosclerotic plaques: J.J. Tang, et al.; Cell Metab. 13, 44 (2011) | A key regulator of cholesterol homoeostasis, SREBP-2, can be targeted in prostate cancer cells with natural products: J.R. Krycer, et al.; Biochem. J. 446, 191 (2012) | Targeting SREBPs for treatment of the metabolic syndrome: S.M. Soyal, et al.; Trends Pharmacol. Sci. 36, 406 (2015) | Induction of apoptotic cell death by betulin in multidrug-resistant human renal carcinoma cells: N.H. Yim, et al.; Oncol. Rep. 34, 1058 (2015) | Comprehensive review on betulin as a potent anticancer agent: S.K. Krol, et al.; Biomed. Res. Int. 2015 (Review) | Betulin derivatives effectively suppress inflammation in vitro and in vivo: M. Laavola, et al.; J. Nat. Prod. 79, 274 (2016) | Betulin attenuates kidney injury in septic rats through inhibiting TLR4/NF-kappaB signaling pathway: H. Zhao, et al.; Life Sci. 144, 185 (2016)

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